Book The Best Hotels in Fleming Key, FL for 2026 from CA $131 - Fully Refundable Options

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Our top choices for Fleming Key hotels

A swimming pool with water splashing, surrounded by palm trees and a building in the background.

The exterior of the Silver Palms Inn with a two-story structure, a green awning over the entrance, and a palm tree to the right.

A two-story yellow house with a porch, white railings, and green shutters.

A hotel with a pool, bicycles, and lush greenery.

1. Silver Palms Inn & Historic Homes

Old Town Key West

Shawn

CA $105

CA $211 total

includes taxes & fees

Aug 31 - Sep 1

A room with a view of the beach and ocean, a bed with a white and blue blanket, and a small table with a potted plant.

A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.

A beach scene with two people relaxing under a white umbrella, a palm tree, and a clear blue sky.

A beachfront resort with a prominent sign, white balconies, and tropical landscaping.

2. Southernmost Beach Resort and Guesthouses

Old Town Key West

Deaenna

CA $201

CA $328 total

includes taxes & fees

Sep 8 - Sep 9

A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

A marina with boats docked, a beach resort building, and palm trees.

A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.

3. Ibis Bay Beach Resort

Northside Resort

Roland

CA $134

CA $195 total

includes taxes & fees

Sep 20 - Sep 21

A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

A covered outdoor area with a pool, palm trees, and lounge chairs.

A resort with a swimming pool, lounge chairs, umbrellas, and palm trees.

A tropical setting with palm trees and a building with a white facade and dark roof.

4. The Marker Key West Harbor Resort

Key West Historic District

Danny Lee

CA $252

CA $370 total

includes taxes & fees

Sep 13 - Sep 14

A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.

A pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.

A spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.

A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.

5. Eden House

Key West Historic District

David

CA $104

CA $131 total

includes taxes & fees

Sep 27 - Sep 28

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

A tall palm tree with a white building in the background.

A beach with palm trees, lounge chairs, and umbrellas.

A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

6. Parrot Key Hotel & Villas

Northside Resort

Melvin

CA $171

CA $272 total

includes taxes & fees

Aug 31 - Sep 1

A balcony with wicker furniture, a view of the sea, and a spiral staircase.

A beach with palm trees, clear blue water, and a pier extending into the sea.

A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.

A spacious lobby with a marble floor, leather sofas, and large potted plants.

7. Beachside Resort & Residences

Key West

Jerome

CA $131

CA $280 total

includes taxes & fees

Aug 31 - Sep 1

A hotel with a swimming pool, balconies, and a view of the sea.

A beach wedding setup with white chairs, a wooden arch, and lanterns.

A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.

A balcony with a view of the ocean, a table, chairs, and a railing.

8. Hyatt Centric Key West Resort and Spa

Key West Historic District

FRANK

CA $288

CA $421 total

includes taxes & fees

Sep 28 - Sep 29

A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.

A hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.

A modern restaurant with a wooden counter, seating area, and large windows.

9. Courtyard by Marriott Key West Waterfront

Northside Resort

Everton

CA $220

CA $248 total

includes taxes & fees

Aug 30 - Aug 31

A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

A compact kitchen with white cabinets, a microwave, and a small dining area with two wicker chairs.

A pink building with a white door, a balcony with a white railing, and a view of a pool area.

A row of bicycles parked in front of a building with a white balcony and a palm tree.

10. The Palms Hotel

Old Town Key West

Marcus

CA $142

CA $190 total

includes taxes & fees

Sep 16 - Sep 17

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

A hotel room with a balcony, a bed, a desk, and two chairs.

A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.

A modern kitchen with a marble island, wooden cabinets, and pendant lighting.

11. Hampton Inn Key West FL

Key West

Melisa

CA $192

CA $216 total

includes taxes & fees

Sep 21 - Sep 22

A building with a white exterior, a large red awning, and a gated entrance.

A paved pathway lined with various plants and trees, leading to a building with a beige exterior.

A spacious kitchen with a dining area, large windows, and a view of the outdoors.

A small, enclosed porch with a chair and a table, surrounded by lush greenery and a white lattice fence.

12. Authors of Key West Guest House

Key West Historic District

Kasi

CA $124

CA $139 total

includes taxes & fees

Sep 2 - Sep 3

A pool area with lounge chairs and a cabana.

A dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.

A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.

A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.

13. Ocean Key Resort - A Noble House Resort

Key West Historic District

Debbie

CA $359

CA $511 total

includes taxes & fees

Sep 1 - Sep 2

A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

A hallway with a white door, a wooden bench, a blue sofa, and a staircase with a white railing.

A lush garden with a variety of tropical plants and a paved walkway.

A two-story building with a white picket fence, a mailbox, and a small tree in front.

14. Duval House

Old Town Key West

Timothy

CA $132

CA $178 total

includes taxes & fees

Aug 31 - Sep 1

A dining table with plates of food, a drink, and a view of a pool and palm trees.

A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.

A person standing by a window overlooking a beach with palm trees and the ocean.

A beach with a palm tree and two chairs.

15. Margaritaville Beach House Key West

Key West

TRICIA LYNN

CA $241

CA $358 total

includes taxes & fees

Sep 24 - Sep 25

A swimming pool with lounge chairs and palm trees.

A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'

A modern living room with a sectional sofa, a small round table, and a potted plant.

16. Hilton Garden Inn Key West / The Keys Collection

New Town

Amanda

CA $152

CA $210 total

includes taxes & fees

Sep 22 - Sep 23

A wooden deck with wicker furniture, a white staircase, and a lush garden area.

A hotel room with a large bed, a view of a swimming pool, and a balcony with outdoor seating.

A hotel entrance with a sign reading "Heron House Office."

A bedroom with a large bed, a view of a swimming pool, and an open door leading to an outdoor seating area.

17. Heron House - Adult Only

Old Town Key West

Natalia

CA $146

CA $210 total

includes taxes & fees

Aug 31 - Sep 1

A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.

A reception area with a wooden herringbone wall, teal chairs, a wooden bench, and two framed sunset paintings.

A swimming pool with lounge chairs, surrounded by palm trees and greenery.

A building with a sign reading "ALMOND Frog & Toad Inn" and a "VACANCY" sign below it.

18. Almond Tree Inn Hotel - Adults Only

Old Town Key West

John

CA $189

CA $213 total

includes taxes & fees

Aug 30 - Aug 31

A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

A resort with a pool leading to a beach, surrounded by palm trees and white buildings.

A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.

A spacious lobby with green sofas, a coffee table, and a dining area.

19. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Dirk

CA $253

CA $378 total

includes taxes & fees

Sep 20 - Sep 21

20. The Independent Inn - Formerly Heron House Court

Key West Historic District

CA $112

CA $170 total

includes taxes & fees

Aug 30 - Aug 31

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Top Fleming Key Hotel Reviews

Beachside Resort & Residences

10/10 Excellent

"Professional staff"

The Reach Key West, Curio Collection by Hilton

10/10 Excellent

"Great location, friendly staff"

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Room was very clean, pool was great! Bravin and Billy at the pool bar are the best! This was our second stay and will definitely be back soon!"

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"We stayed here for our honeymoon! Staff was very friendly and helpful. Restaurants on property had great food and atmosphere."

Parrot Key Hotel & Villas

10/10 Excellent

"So spacious, perfect for groups. The room was very clean and the staff were helpful! 10/10 would stay again They were doing what seemed like a clorox cleaning of the common area sidewalks, which I thought would have been better scheduled during a week day when there werent many guests but other than that the stay was perfect"

Blue Flamingo Resort Key West

10/10 Excellent

"I was confused on the breakfast so I don’t think I got breakfast once and I couldn’t find my room at fist so that was a lot to figure out I was nervous cause I was traveling alone mostly everything else was great though"

Margaritaville Beach House Key West

10/10 Excellent

"This hotel is beautiful, and the service is outstanding. From the moment you approach the front desk, they offer you a drink. I've been encouraging all my friends to visit. I can't wait to return and stay for a few days longer!"

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"We had the BEST time here! The room was perfect for traveling with an adult son and minor son. We all had our own areas. The kitchen was beyond helpful and cut the cost of our stay since we didn't have to eat out every meal. The grounds were absolutely gorgeous and sitting on the balcony overlooking the courtyard was so peaceful in the morning. It was a great place to start the day with my cup of coffee. There was a minor issue with the tub faucet handle, but maintenance was out immediately and took care of it. The pool was beautiful and they even offered water aerobics, which I participated in. I would highly recommend this property, and would love to come back."

Southwinds Motel

8/10 Good

"Room was clean. You pay a “resort” fee for an older “motel “ feel. Pool area was plain. Exterior doors of out building falling apart seen down walkway. Breakfast choices ok."

More cheap stays in Fleming Key

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

CA $134

CA $195 total

Sep 20 - Sep 21

includes taxes & fees

Tranquility Guest House

302 Angela st Key West FL

CA $77

CA $210 total

Aug 31 - Sep 1

includes taxes & fees

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

CA $192

CA $216 total

Sep 21 - Sep 22

includes taxes & fees

9/10 Wonderful! (1,480 reviews)

Southwinds Motel

1321 Simonton Street Key West FL

CA $159

CA $226 total

Aug 31 - Sep 1

includes taxes & fees

8.6/10 Excellent! (1,396 reviews)

Simonton Court Historic Inn & Cottages

523 Eaton Street Key West FL

CA $203

CA $228 total

Aug 31 - Sep 1

includes taxes & fees

9.8/10 Exceptional! (1,000 reviews)

Weatherstation Inn

57 Front St Key West FL

CA $228

CA $257 total

Aug 31 - Sep 1

includes taxes & fees

9.4/10 Exceptional! (1,001 reviews)

Hotels in Fleming Key with star rating

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Find hotels in Fleming Key, FL from CA $131

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Fleming Key

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Fleming Key hotels

1. Silver Palms Inn & Historic Homes

2. Southernmost Beach Resort and Guesthouses

3. Ibis Bay Beach Resort

4. The Marker Key West Harbor Resort

5. Eden House

6. Parrot Key Hotel & Villas

7. Beachside Resort & Residences

8. Hyatt Centric Key West Resort and Spa

9. Courtyard by Marriott Key West Waterfront

10. The Palms Hotel

11. Hampton Inn Key West FL

12. Authors of Key West Guest House

13. Ocean Key Resort - A Noble House Resort

14. Duval House

15. Margaritaville Beach House Key West

16. Hilton Garden Inn Key West / The Keys Collection

17. Heron House - Adult Only

18. Almond Tree Inn Hotel - Adults Only

19. Casa Marina Key West, Curio Collection by Hilton

20. The Independent Inn - Formerly Heron House Court

Top Fleming Key Hotel Reviews

Beachside Resort & Residences

The Reach Key West, Curio Collection by Hilton

DoubleTree Resort by Hilton Grand Key - Key West

Casa Marina Key West, Curio Collection by Hilton

Parrot Key Hotel & Villas

Blue Flamingo Resort Key West

Margaritaville Beach House Key West

Hyatt Vacation Club at Windward Pointe, Key West

Southwinds Motel

More cheap stays in Fleming Key

Ibis Bay Beach Resort

Tranquility Guest House

Hampton Inn Key West FL

Southwinds Motel

Simonton Court Historic Inn & Cottages

Weatherstation Inn

Hotels in Fleming Key with star rating

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